Water → 5-Methyl-6-sulfo-pyridine-2-carboxylic acid

HRID 927384

반응식

HRID 927384 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH3:11].[S:12]([O-:15])([O-:14])=[O:13].[Na+].[Na+].O>C(O)C>[CH3:11][C:3]1[CH:4]=[CH:5][C:6]([C:8]([OH:10])=[O:9])=[N:7][C:2]=1[S:12]([OH:15])(=[O:14])=[O:13]

참가 물질

5

반응물 3

HCID 962WaterHCID 24437Sodium SulfiteHCID 183244376-Chloro-5-methylpyridine-2-carboxylic acid

생성물 1

HCID 866747445-Methyl-6-sulfo-pyridine-2-carboxylic acid수율 111.2%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
180 °C

실험 절차

6-chloro-5-methyl-pyridine-2-carboxylic acid (0.85 g, 4.97 mmol) and sodium sulfite (CAN 7757-83-7, 1.5 g, 11.9 mmol) were added to water (3 mL) and ethanol (3 mL). The mixture was heated to 180° C. for 4 h in a sealed tube. After that the mixture was cooled to room temperature and a solid precipitated that was removed by filtration. The filtrate was concentrated and added to water (20 mL). The aqueous phase was washed with ethyl acetate (2×20 mL). Subsequently the aqueous phase was adjusted to pH=2 with 2 N hydrochloric acid. Water was removed in vacuo to give the product as solid (1.2 g); MS (EI): m/e=218.0 [M+H]+.

후처리

  1. temperatureAfter that the mixture was cooled to room temperature
  2. customa solid precipitated that
  3. customwas removed by filtration
  4. concentrationThe filtrate was concentrated
  5. additionadded to water (20 mL)
  6. washThe aqueous phase was washed with ethyl acetate (2×20 mL)
  7. customWater was removed in vacuo

출처 및 근거

ORD 기록
ord-0b6f6c8d7d5649ebbeb7d26be70d7d95
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290451B2

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